Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Chicago Loop
Check in / Check out
Anytime
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Europe
Europe
Canada
Canada
Caribbean
Caribbean
Italy
Italy
South America
South America
Date
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Airbnb your home
Help Center
filters
Price
Time of day
Language offered
Art and culture
Entertainment
Food and drink
Sports
Tours
Sightseeing
Wellness
Nature and outdoors
Filters
Search results; 16 experiences
16 experiences
4.91 out of 5 average rating, 171 reviews
4.91 (171)
·
2 hours
Chicago's Underground Pedway & Other Secrets Walking Tour
From R555 ZAR
/ person
From R555 ZAR per person
5.0 out of 5 average rating, 40 reviews
5.0 (40)
·
2 hours
Walkin'W/Colin - Chicago - History/Mystery/Comedy/Tragedy
From R814 ZAR
/ person
From R814 ZAR per person
5.0 out of 5 average rating, 13 reviews
5.0 (13)
·
3 hours
Unique Private Tour w/a Local - The World's Flattest Hike
From R1,388 ZAR
/ person
From R1,388 ZAR per person
5.0 out of 5 average rating, 22 reviews
5.0 (22)
·
3 hours
Chicago's Ultimate City Bike Tour
From R1,092 ZAR
/ person
From R1,092 ZAR per person
4.94 out of 5 average rating, 16 reviews
4.94 (16)
·
1 hour
Chicago Pop Culture Walking Tour
From R444 ZAR
/ person
From R444 ZAR per person
4.8 out of 5 average rating, 5 reviews
4.8 (5)
·
2 hours
Personal Photographer for a Chicago Adventure
From R1,388 ZAR
/ person
From R1,388 ZAR per person
5.0 out of 5 average rating, 29 reviews
5.0 (29)
·
1 hour
Personal Photographer in the WindyCity
From R4,163 ZAR
/ person
From R4,163 ZAR per person
4.83 out of 5 average rating, 18 reviews
4.83 (18)
·
2 hours
Gangsters & Food Tour
From R1,092 ZAR
/ person
From R1,092 ZAR per person
4.57 out of 5 average rating, 7 reviews
4.57 (7)
·
2 hours
Art Institute of Chicago Walk Tour
From R537 ZAR
/ person
From R537 ZAR per person
4.75 out of 5 average rating, 12 reviews
4.75 (12)
·
2 hours
Night Crimes Tour
From R1,018 ZAR
/ person
From R1,018 ZAR per person
New experience
New
·
2 hours
Historic Riverwalk Sketch Tour
From R925 ZAR
/ person
From R925 ZAR per person
5.0 out of 5 average rating, 5 reviews
5.0 (5)
·
4 hours
Family & Food Chicago Bike Tour of Top Attractions
From R1,462 ZAR
/ person
From R1,462 ZAR per person
4.61 out of 5 average rating, 18 reviews
4.61 (18)
·
1.5 hours
Chicago Crime Tour
From R907 ZAR
/ person
From R907 ZAR per person
New experience
New
·
10 hours
Nice One Day City Tour in Chicago
From R2,461 ZAR
/ person
From R2,461 ZAR per person
New experience
New
·
3 hours
Chicago Scenic Night Tour
From R3,497 ZAR
/ person
From R3,497 ZAR per person
New experience
New
·
4 hours
Ultimate Chicago Tour
From R4,237 ZAR
/ person
From R4,237 ZAR per person